Massachusetts • 4 Top Realtors • 2026 Rankings

Best Real Estate Agents in Middleborough, Massachusetts

150
Transactions
$28M
Volume
4
Top Agents
RE/MAX Legacy
Top Brokerage

Middleborough, Massachusetts, a historic South Shore community known for its picturesque lakefront properties and proximity to Boston, is served by a dynamic real estate market led by top-performing individual agents. With combined sales volume exceeding $28 million and 150 transactions annually, these dedicated professionals specialize in helping buyers and sellers navigate this charming residential market where waterfront homes and established neighborhoods remain highly sought-after assets.

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Middleborough Real Estate Agents Ranked by Sales Volume

Finding the right agent is just the beginning.

Kade Phillips

Real Estate Agent

RE/MAX Legacy

$11.86M
59 transactions
Individuals by Volume

Chelsea McLaughlin

Real Estate Agent

RE/MAX Legacy

$8.38M
57 transactions
Individuals by Volume

Cynthia Phillips

Real Estate Agent

RE/MAX Legacy

$4.70M
24 transactions
Individuals by Volume

Kayley Otto

Real Estate Agent

RE/MAX Legacy

$2.57M
10 transactions
Individuals by Volume

Frequently Asked Questions

Who are the best real estate agents in Middleborough, Massachusetts?

The best real estate agents in Middleborough include Kade Phillips of RE/MAX Legacy (59 transactions), Chelsea McLaughlin of RE/MAX Legacy (57 transactions), Cynthia Phillips of RE/MAX Legacy (24 transactions), among others. Our directory tracks 4 top-performing agents ranked by verified sales volume and transaction history.

How do I find a good realtor near me in Middleborough?

To find a top realtor in Middleborough, compare their sales volume, transaction history, and client reviews. Our directory tracks 4 agents in Middleborough—filter by specialty, review verified contact info, and reach out directly. Look for agents who specialize in your specific needs, whether buying, selling, or investing.

How can IonDocs help real estate agents in Middleborough?

IonDocs analyzes property disclosure packages for homes in Middleborough, Massachusetts in 60 seconds—work that typically takes agents 4–6 hours. Our AI catches costly surprises like pending HOA special assessments, permit issues, and structural discrepancies so Middleborough agents can close more deals and spend less time on paperwork.

What are property disclosure packages and why do they matter?

Property disclosure packages are documents that sellers must provide to buyers in Massachusetts, revealing the property's condition, history, and any known issues. These packages often contain critical information about structural problems, pest damage, HOA finances, and legal issues. Missing a single detail can cost buyers tens of thousands of dollars—or kill a deal entirely.

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